Backstories are tricky things. Usually, only the one person and the GM know what the hell they are talking about when it comes to backstories, and the rest have to catch up. Or sometimes it's not even backstories.

Share a story about a time when some characters were talking about something that seemed very important, story or character wise, and another player(s) had no idea what was going on.

Well, there was the first session of my first campaign as a GM. I start a short "as you know" introduction about the background events that led to the character's mission, and then ask them a few questions about their character's background and how they were related to said background. Turns out, only one of my 5 players had read the documentintroducing the quest. (It was a Pathfinder Adventure Path; every of them come with a free PDF booklet containing vital information destined to players, to help them build characters suited for the campaign's themes.)

Well there was this one time after we'd managed to break time (long story) and were in an alternate timeline where Io never died and Tiamat and Bahamut never existed, also another spellplauge was happening and someone accidentally created a knife storm but that's beside the point.

Two of the players had gone ahead to check out the city we'd been sent from to see if we could turn in the mission and were sheltering in a cave full of whelplings of all chroma and metal classes, which should have been our first clue but then they found the mural of Io and one of the more knowledgeable players (who wasn't at the cave, only two of them were) got into an out of character discussion with the gM and asked point blank whether we were in an alternate timeline (we were, and we weren't supposed to figure it out till we got back to town), despite this revelation at least two players were still shocked when we all got back to town and not only was the local orcish dragonborn tribe living in harmony with the humans who'd sent us out to fight them then Io dropped in for a surprise visit (despite the fact that it was already established he was alive and well not far away as the two dragons (one was revealed to be a dragon while the other was already known to be a dragon and that led to some fighting as the one that was revealed was already on thin ice for being a drow, and then it's revealed that he's a dragon from the plane of shadow) that had gone ahead had sheltered from the knife storm in his cave and actually met him).

So to sum things up:
despite multiple revelations occurring, some of the players (not the characters, the players themselves) were shocked to discover Io being alive and kicking and that we were in a different timeline.

On the subject of backstories - some of the group had watched all/most of the anime, others hadn't. This led to consequences.
Such as the time I started talking to a Celestial Dragon, and then wondered why everyone was looking so aghast at me. Or why Batholomew Kuma turning up was bad news.
Of course, when you don't know that a fights meant to be unwinnable, it's a lot easier to win it.

I notice that for a while now, you've been largely sticking to the canon story of one piece, and just translating it to a role playing game instead of going out on a limb to change things in crazy and fun ways. I just want to remind you that since this is your comic parody, you have the right to change things in the story and characters as much as you want. Take a look at the early pages of Darths and Droids. They completely change the nature of the story in ways that are ironic, ridiculous, sometimes creepy, and overall hilarious. As a fan of your comic, I just want to offer my constructive criticism and say, try to change things up a bit more.

But even so, it's still good to try and change things up and be creative. In Darths and droids, the player of qui gon Jin was silly, impulsive, didn't think his plans through, and regularly jeopardized the players in hilarious ways. It's completely different from qui gon's canon character as the wise master, and that was interesting, creative, and engaging. I'm just saying I'd like to see more of that here.

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